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Island Harbour Vacations

Pack those stellar shades. We have Island Harbour vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Island Harbour – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Island Harbour vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Island Harbour

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Island Harbour vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Island Harbour well.

Top Hotel Deals

See all 44 Properties in Island Harbour
Arawak Beach Inn

Arawak Beach Inn

Island Harbour Beach, Island Harbour
    2.5 out of 5.0
     
     

    Nestled on the beach, this Island Harbour hotel is just steps from Island Harbor Beach and Scilly Cay. Savanna Bay Beach and Shoal Bay Beach are also within ...

    Secret's Oceanfront Vacation Villa

    Secret's Oceanfront Vacation Villa

    Island Harbour, Island Harbour
      4.0 out of 5.0
       
       

      Situated near the beach, this villa is within a 10-minute walk of Island Harbor Beach and Scilly Cay. Savanna Bay Beach and Captain's Bay Beach are also within ...

      Villa Exclusivity at Captain's Bay

      Villa Exclusivity at Captain's Bay

      #1 Captain's Bay, Island Harbour
        4.0 out of 5.0
         
         

        Nestled on the beach, this Island Harbour villa is within 3 mi (5 km) of Captain's Bay Beach, Island Harbor Beach, and Savanna Bay Beach. Scilly Cay is 2 mi ...

        Seawater Villa

        Seawater Villa

        Island Harbour, Island Harbour
          4.0 out of 5.0
           
           

          Nestled on the beach, this Island Harbour villa is within a 15-minute walk of Island Harbor Beach and Scilly Cay. Savanna Bay Beach and Captain's Bay Beach are ...

          Anguilla Breeze

          Anguilla Breeze

          Island Harbour, Island Harbour
            4.0 out of 5.0
             
             

            Situated in Island Harbour, this villa is 0.1 mi (0.1 km) from Captain's Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Savanna Bay ...

            Zemi Beach House Resort & Spa

            Zemi Beach House Resort & Spa

            Shoal Bay, Shoal Bay
              5.0 out of 5.0
               
               

              Nestled on the beach, this Shoal Bay resort is within 3 mi (5 km) of Shoal Bay Beach, Island Harbor Beach, and Scilly Cay. Savanna Bay Beach and Captain's Bay ...

              Zemi Beach House Resort & Spa$495

              Zemi Beach House Resort & Spa$495
              Four Seasons Resort and Residence Anguilla

              Four Seasons Resort and Residence Anguilla

              Barnes Bay, West End Village
                5.0 out of 5.0
                 
                 

                Nestled on the beach, this West End Village hotel is within 2 mi (3 km) of Meads Bay, Barnes Bay, and Cove Bay. Rendezvous Bay Beach and Maundays Bay are also ...

                Four Seasons Resort and Residence Anguilla$550

                Four Seasons Resort and Residence Anguilla$550
                La Vue Boutique Inn

                La Vue Boutique Inn

                Back Street, South Hill
                  3.5 out of 5.0
                   
                   

                  This family-friendly South Hill hotel is located near the beach, within 3 mi (5 km) of Rendezvous Bay Beach, Meads Bay and Wallblake House. Crocus Bay Beach ...

                  Fountain Anguilla

                  Fountain Anguilla

                  The Fountain Road, Shoal Bay
                    3.5 out of 5.0
                     
                     

                    Situated near the beach, this condo building is 0.1 mi (0.1 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Savanna Bay ...

                    Fountain Anguilla$165

                    Fountain Anguilla$165
                    Royal Palms Hotel

                    Royal Palms Hotel

                    West End, South Hill
                      3.5 out of 5.0
                       
                       

                      Situated near the beach, this aparthotel is 0.8 mi (1.3 km) from Rendezvous Bay Beach and within 3 mi (5 km) of Meads Bay and Cove Bay. Barnes Bay is 3 mi (4.9 ...

                      Royal Palms Hotel$135

                      Royal Palms Hotel$135

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.